Barefoot Sailing Adventures – Page 4

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Ep. 89, Fishing and Fitness (Anclote Key) Stunning Beauty!
Barefoot Sailing Adventures
Ep. 89, Fishing and Fitness (Anclote Key) Stunning Beauty!
Part 17 of a series: Sailing Tampa Bay to Key West. Catching fish and a shark is a workout at the stunningly beautiful Three Rooker Island, part of Anclote Key State Park. Ashley demonstrates how she stays fit while on our sailboat. MORE VIDEOS! Get behin...
Ep. 90, Ashley Explores: Three Rooker Island 🏝
Barefoot Sailing Adventures
Ep. 90, Ashley Explores: Three Rooker Island 🏝
Part 18 of a series: Sailing Tampa Bay to Key West. After catching a large stingray, Ashley explores Three Rooker Island (Anclote Key State Park). This is one of the most beautiful Islands we have ever set foot on! MORE VIDEOS! Get behind the scenes! Priv...
Ep. 92,  Horseshoe Island Exploring 🏝
Barefoot Sailing Adventures
Ep. 92, Horseshoe Island Exploring 🏝
Part 20 of a series: Sailing Tampa Bay to Key West. Exploring Horseshoe island reveals: It's a perfect island for camping! A newly constructed structure is found along with beaches, palms and large pine trees. This island reminds us of a manicured park....
Ep. 93, ⛵Crusing Honeymoon Island
Barefoot Sailing Adventures
Ep. 93, ⛵Crusing Honeymoon Island
Part 21 of a series: Sailing Tampa Bay to Key West. Despite a small craft advisory for high winds, we pull anchor at Horseshoe Island after removing a few mud crabs from our trap. Ashley hails a bascule bridge and we cruise past Honeymoon Island after un...
Ep. 94, Sailing to a Tropical Island 🏝 Beach! (Caladesi Island)
Barefoot Sailing Adventures
Ep. 94, Sailing to a Tropical Island 🏝 Beach! (Caladesi Island)
Part 22 of a series: Sailing Tampa Bay to Key West. After sailing in the Gulf of Mexico, we drop anchor at a tropical island beach! Caladesi Island State Park is large, secluded and beautiful with white sand, Palm trees and clear water. MORE videos on Patr...
Ep. 95, Caladesi Island 🏝 The Best Beach in Florida?
Barefoot Sailing Adventures
Ep. 95, Caladesi Island 🏝 The Best Beach in Florida?
Part 23 of a series: Sailing Tampa Bay to Key West. Caladesi Island (State Park) near Clearwater Beach Florida is the best tropical island beach we've found in Florida (in our opinion, so far). The water is filled with Snook. Ashley and Mike string up a h...
Ep. 96, ⛵ Sailing to Clearwater Beach, Florida!
Barefoot Sailing Adventures
Ep. 96, ⛵ Sailing to Clearwater Beach, Florida!
Part 24 of a series: Sailing Tampa Bay to Key West. We sail south from Caladesi Island and drop anchor at Clearwater Beach! Ashley leads the way to a restaurant, then we cruise to One Tree Island. MORE videos on Patreon! https://www.patreon.com/Barefootsa...
Ep. 97, One Tree Island 🏝 (Clearwater Beach)
Barefoot Sailing Adventures
Ep. 97, One Tree Island 🏝 (Clearwater Beach)
Part 25 of a series: Sailing Tampa Bay to Key West. Ashley and Mike explore One Tree Island near Clearwater Florida! An American Flag is flying and Ashley takes a swim. We leave and continue the voyage south through the "Narrows" and hail the Indian Roc...
Ep. 98, ⛵ Intracoastal Cruising (The Narrows)
Barefoot Sailing Adventures
Ep. 98, ⛵ Intracoastal Cruising (The Narrows)
Part 26 of a series: Sailing Tampa Bay to Key West. Traveling by motor sailer on the Intracostal Waterway, down through the narrows. Communication with Park Boulevard Bridge reveals that it is not operating properly. We are asked to wait for an electrician...
Ep. 99, Archies Island Extravaganza!
Barefoot Sailing Adventures
Ep. 99, Archies Island Extravaganza!
Part 27 of a series: Sailing Tampa Bay to Key West. Archie's Island near John's Pass, Florida is busy with people enjoying the beach. Ashley soaks up the sun while Mike does some fishing. Fireworks at night lead to exploring the island the following day...
Ep. 100, The Joy Of Sailing ⛵
Barefoot Sailing Adventures
Ep. 100, The Joy Of Sailing ⛵
Part 28 of a series: Sailing Tampa Bay to Key West. Leaving Archie's Island and traveling through John's Pass, we set sail on the Gulf of Mexico! The weather is perfect for rookie sailors like ourselves and we truely experience the joy of sailing. After...
Ep. 101, Shell Key Beach 🏖 Sandbar!
Barefoot Sailing Adventures
Ep. 101, Shell Key Beach 🏖 Sandbar!
Part 29 of a series: Sailing Tampa Bay to Key West. Anchored at the North end of Shell Key at the Pass A Grille Channel sandbar, we are recognized by YouTube subscribers! After a walk on the beach, we move to the Tiera Verde Marina and then on to Bunces Pa...
Ep. 102, Fishing and Beach Work-Out with Ashley! (Fort De Soto)
Barefoot Sailing Adventures
Ep. 102, Fishing and Beach Work-Out with Ashley! (Fort De Soto)
Part 30 of a series: Sailing Tampa Bay to Key West. Catching fish in Bunces Pass, Fort Desoto leads to a beach work out with Ashley. MORE videos on Patreon! https://www.patreon.com/Barefootsailingadventures UNCENSORED Content: https://vimeo.com/ondemand/ba...
Ep. 103,  ⛱ Shell Key Island Preserve: Secluded Beach Work-Out
Barefoot Sailing Adventures
Ep. 103, ⛱ Shell Key Island Preserve: Secluded Beach Work-Out
Part 31 of a series: Sailing Tampa Bay to Key West. Shell Key Island Preserve is a secluded and beautiful beach paradise near Fort Desoto. Join Ashley and Mike as fitness, fishing and beach walks reveal the beauty of this location. MORE videos on Patreon!...
Ep. 104, 🏝 Secret Hidden Paradise (Florida)
Barefoot Sailing Adventures
Ep. 104, 🏝 Secret Hidden Paradise (Florida)
Part 32 of a series: Sailing Tampa Bay to Key West. The Fort De Soto area of Florida is truly stunning. After catching fish and maintenance on the boat, we move to the Fort De Soto Park and Campground Store where we meet other travelers. We then move to ...
Ep. 105, Adventures Happen! ⛵ When Sailboat Fishing 🎣
Barefoot Sailing Adventures
Ep. 105, Adventures Happen! ⛵ When Sailboat Fishing 🎣
Part 33 of a series: Sailing Tampa Bay to Key West. Ashley catches her first shark while a manatee swims next to the action! After anchoring in Mullet Key Bayou, the Fort De Soto public boat launch is visited. We discuss heading to Naturist Island (Pass...
Ep. 106, Mother Nature Wins Again!
Barefoot Sailing Adventures
Ep. 106, Mother Nature Wins Again!
Part 34 of a series: Sailing Tampa Bay to Key West. Anchored in Fort De Soto Florida, storms pass through and Mike catches a shark. A steady breeze creates breaking waves in the Gulf of Mexico and we power our trailer sailer into them. Mother Nature wins...
Ep. 107,  Setting Sail ⛵ Naturist Island!
Barefoot Sailing Adventures
Ep. 107, Setting Sail ⛵ Naturist Island!
Part 35 of a series: Sailing Tampa Bay to Key West. We finally set sail for Naturist Island after a beach walk on Shell Key Island Preserve! MORE videos on Patreon! https://www.patreon.com/Barefootsailingadventures UNCENSORED Content: https://vimeo.com/on...
Ep. 108, Sailing to Naturist Island 🏝 (Passage Key)
Barefoot Sailing Adventures
Ep. 108, Sailing to Naturist Island 🏝 (Passage Key)
Part 36 of a series: Sailing Tampa Bay to Key West. We sail to Naturist Island (Passage Key). Anna Maria Island has a more protected harbor, so after a comfortable night there we set sail for Naturist Island again the following day! MORE VIDEOS on Patreon!...
Ep. 109, Naturist Island Return!
Barefoot Sailing Adventures
Ep. 109, Naturist Island Return!
Part 37 of a series: Sailing Tampa Bay to Key West. We sail to Naturist Island (Passage Key) and find many people on the Island! MORE VIDEOS on Patreon! https://www.patreon.com/Barefootsailingadventures UNCENSORED Content: https://vimeo.com/ondemand/baref...
Ep. 110, 🏝 Gilligan’s Island! (Tampa Bay)
Barefoot Sailing Adventures
Ep. 110, 🏝 Gilligan’s Island! (Tampa Bay)
Part 38 of a series: Sailing Tampa Bay to Key West. Leaving Naturist Island, we anchor at Gilligan's Island (Tampa Bay) and find dolphins jumping out of the water. After Ashley completes her work out on the front of our shallow draft, trailerable sailboat,...
Ep. 111, Touring a Huge Commercial Vessel
Barefoot Sailing Adventures
Ep. 111, Touring a Huge Commercial Vessel
Part 39 of a series: Sailing Tampa Bay to Key West. We tour a huge commercial vessel involved in dredging. Ashley takes a hot shower for the first time in weeks at the Compass Hotel. MORE VIDEOS on Patreon! https://www.patreon.com/Barefootsailingadventur...
Ep. 113, Beware of Dock-Walkers 👙 Tour a Pearson 365 Ketch (1981)
Barefoot Sailing Adventures
Ep. 113, Beware of Dock-Walkers 👙 Tour a Pearson 365 Ketch (1981)
Part 41 of a series: Sailing Tampa Bay to Key West. Walking the docks at the Safe Harbor Marina (Compass Hotel, Anna Maria Sound) we meet a very inspiring young man that lives on his 1981 Pearson 365 Ketch rigged sailboat. We tour the boat and make a new f...
Ep. 114, Secret (Sneaky) Adventure! Ride Along 🚢 80 Foot (80 ton) Boat!
Barefoot Sailing Adventures
Ep. 114, Secret (Sneaky) Adventure! Ride Along 🚢 80 Foot (80 ton) Boat!
Part 42 of a series: Sailing Tampa Bay to Key West. Join us aboard a huge commercial boat as we travel into the Gulf of Mexico at night to deliver people and supplies to an offshore dredging operation. The following day we depart the Safe Harbor Marina on...
Ep. 115, Getting Lucky🍀The Fishing Village of Cortez
Barefoot Sailing Adventures
Ep. 115, Getting Lucky🍀The Fishing Village of Cortez
Part 43 of a series: Sailing Tampa Bay to Key West. We are feeling lucky as we enjoy a beautiful day together catching fish near the quaint fishing village of Cortez. MORE VIDEOS on Patreon! https://www.patreon.com/Barefootsailingadventures UNCENSORED Con...
Ep. 116, Cruising to Beer Can Island! (Longboat Pass)
Barefoot Sailing Adventures
Ep. 116, Cruising to Beer Can Island! (Longboat Pass)
Part 44 of a series: Sailing Tampa Bay to Key West. After lunch at Tidetables Restaurant in Cortez, Ashley catches a fish and we continue cruising our trailer sailer south. We drop anchor at the north end of Longboat Key which the locals call Beer Can Isl...
Ep. 117, Extreme Beauty 🏝 Beer Can Island!
Barefoot Sailing Adventures
Ep. 117, Extreme Beauty 🏝 Beer Can Island!
Part 45 of a series: Sailing Tampa Bay to Key West. We arrive at Beer Can Island (Greer Island) Longboat Key to find beautiful white sand beaches, a towering pine forest and a gorgeous sunset. With our shallow draft trailer sailer anchored just off the bea...
Ep. 118, Exciting Sailing!⛵Sarasota Bay
Barefoot Sailing Adventures
Ep. 118, Exciting Sailing!⛵Sarasota Bay
Part 46 of a series: Sailing Tampa Bay to Key West. After leaving Beer Can Island, we travel south to the Sarasota Bay where we unfurl the head sail. The wind picks up and we have an exciting sail all the way to the city of Sarasota! MORE VIDEOS on Patreo...
Ep. 121, 😱 Problems Arise ⛵ Sailboat Fail
Barefoot Sailing Adventures
Ep. 121, 😱 Problems Arise ⛵ Sailboat Fail
Part 49 of a series: Sailing Tampa Bay to Key West. Problems arise as we attempt to dock our sailboat at O'leary's In Sarasota. The line attached to the swim ladder gets caught in the propeller which bends the ladder and causes other problems. We remove t...
Ep. 123, 🏖 The Backside: Lido Key Beach
Barefoot Sailing Adventures
Ep. 123, 🏖 The Backside: Lido Key Beach
Part 51 of a series: Sailing Tampa Bay to Key West. The Tiki Bar at Lido Key Beach is a fun spot to eat and grab a drink. We walk the beautiful back side of the beach and when we return, we find that our trailer sailer is still anchored exactly where we ...
Ep. 124, ⛵ Morning Routine on a Small Sailboat
Barefoot Sailing Adventures
Ep. 124, ⛵ Morning Routine on a Small Sailboat
Part 52 of a series: Sailing Tampa Bay to Key West. The Anchorage between Otter Key and Lido Key is a very peaceful and beautiful place to prepare to set sail! After enjoying the sunshine and inspecting our shallow draft trailer sailer, we learn about Osp...
Ep. 125, Sailing to the Perfect Island 🏝
Barefoot Sailing Adventures
Ep. 125, Sailing to the Perfect Island 🏝
Part 53 of a series: Sailing Tampa Bay to Key West. After viewing the mansion homes on Lido Key, we motor our sailboat to South Lido Beach where we raise the sails. A short sail brings us to Siesta Key bridge and on to Edward's Island. MORE VIDEOS on Patre...
Ep. 127, 🏖 Another Naturist Island 🏝
Barefoot Sailing Adventures
Ep. 127, 🏖 Another Naturist Island 🏝
Part 55 of a series: Sailing Tampa Bay to Key West. Naturism is healthy and freeing lifestyle. We enjoy the physical and mental health benefits and practice naturalism whenever possible. Edwards Island is a perfect place to relax and enjoy. Next we move ...
Ep. 129, ⛵️Secret Spots (Shallow Draft Sailboat ONLY)
Barefoot Sailing Adventures
Ep. 129, ⛵️Secret Spots (Shallow Draft Sailboat ONLY)
Part 57 of a series: Sailing Tampa Bay to Key West! Our shallow draft trailer sailer is perfect for getting into the areas that other sailboats can not go. Cruising the ICW south of Sarasota we visit The Boatyard Seafood Restaurant and Turtles Restaurant...
Ep. 130 🏖 Welcome to Turtle Beach!
Barefoot Sailing Adventures
Ep. 130 🏖 Welcome to Turtle Beach!
Part 58 of a series: Sailing Tampa Bay to Key West. Ride with us on our trailer sailer as we access Turtle Beach near Sarasota Florida. We dock at the public boat launch and walk to the beach. After seeing the gorgous sights, we anchor nearby and begin t...
Ep. 131, 🤫 Secret (Hidden) Midnight Pass 🏖
Barefoot Sailing Adventures
Ep. 131, 🤫 Secret (Hidden) Midnight Pass 🏖
Part 59 of a series: Sailing Tampa Bay to Key West. Fishing from our shallow draft sailboat, we catch a stingray and a catfish. Navigating the very shallow Midnight Pass and anchoring close to shore reveals a beautiful park setting with grassy trails, palm...

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